I have about 30 accounts that I (try to) download daily with one step update.
Over the past few months, accounts seem to be randomly disconnected. There is no error, but when I go to pay a bill, I realize that the account has not been downloading for weeks. I can generally do an account reset, but that turns one step update into a 10-minute process, or longer. This has happened with Chase, Citibank, Wells Fargo, Discover, Schwab, and Amex.
For Schwab things are worse because when I try to reconnect the brokerage accounts, they are identified as credit card accounts that cannot be downloaded into brokerage accounts. I have 13 different accounts at Schwab and earlier this year I went through a 90-minute session with Quicken support to delete all the account connections and get them all reconnected. After a few months, 6 of them are broken, and 3 cannot be reconnected.
What can be done to stop this from happening? And calling support to go through the reconnect process again is not a solution - the problem is that they get disconnected and no one can identify why.